Substack

6 statements across 5 episodes · 1 bullish · 3 bearish · 2 people on the record · first statement Aug 11, 2023 by Jessica Lessin · across every show →

Everything said about Substack, oldest first

Aug 11, 2023 bearish
Prediction Not checkable as stated
Jessica Lessin: Writers investing in Substack's equity crowdfunding won't make money
“And I do have to say, I think the, like, pattern of people being duped To think, like, equity is gonna be worth something in the vast majority of cases is very sad, so. I got very mad when, like, Substack tried to convince its writers to invest in Substack, be…”
Jessica Lessin Aug 11, 2023 ▶ 29:51 #9: How to save ESPN. Barstool’s Bad (Good?) Example · More or Less Podcast
Oct 20, 2023 neutral
Insight
Jessica Lessin: Media Trust Is Fragmenting From Legacy Outlets To Individuals
“The trust, our trust nodes are just fragmenting and they're, we, this has been the trend we trust. You know, sub stack writers and individual publications and our friends in addition to in some cases, you know, more legacy publications.”
Jessica Lessin Oct 20, 2023 ▶ 21:00 #19: Answering for Misinformation: The New York Times Needs to be Held To Account · More or Less Podcast
Jun 6, 2025 positive
Assertion Not checkable as stated
Lessin: Over 50 Substack Writers Make More Than $1M Annually
“They have 50 people, more than 50, who make more than a million dollars a year, and they get 10% of their revenue.”
Jessica Lessin Jun 6, 2025 ▶ 10:40 #102: Snap Spectacles, Build-A-Bear, and the Myth of the Everything App · More or Less Podcast
Jun 6, 2025 neutral
Insight
Sam Lessin: Substack's Only Long-Term Edge Is Internal Discovery and Advertising
“The only way they can have a competitive edge long-term is if they become a closed loop, effectively advertising for newsletters, right?”
Sam Lessin Jun 6, 2025 ▶ 11:28 #102: Snap Spectacles, Build-A-Bear, and the Myth of the Everything App · More or Less Podcast
Jul 11, 2025 bearish
Prediction Not checkable as stated
Lessin: Newsletter Platforms Like Substack Have No Long-Term Margins
“And the problem is, is, like, those are, that's shared infrastructure, but just shared infrastructure, and it's too easy to copy, right? And so, like, there's just, like, no margin long-term in it.”
Sam Lessin Jul 11, 2025 ▶ 28:49 #107 Crypto Isn’t for Everyone (And That’s a Good Thing) with Anatoly Yakovenko · More or Less Podcast
Nov 14, 2025 bearish
Prediction Not checkable as stated
Lessin: Balaji's bottoms-up community journalism vision will fail over legal defense costs
“This is one of the really strong anti-substack theories, which is like, you can't as an individual support these lawsuits. Like you can't afford it. It's actually quite expensive to be in the news gathering. It isn't quite risky. And so if you're going to do i…”
Sam Lessin Nov 14, 2025 ▶ 55:33 Apple’s iPhone Sock, Waymo's Bay Area Expansion, and AI Wearables · More or Less Podcast
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